Melanostatin

Details

• Internal ID: adaa8ae9-330d-4e95-88a4-34a5c382d33a
• Taxonomy: Organic acids and derivatives > Carboxylic acids and derivatives > Amino acids, peptides, and analogues > Peptides > Oligopeptides
• IUPAC Name: (2S)-N-[(2S)-1-[(2-amino-2-oxoethyl)amino]-4-methyl-1-oxopentan-2-yl]pyrrolidine-2-carboxamide
• InChI: InChI=1S/C13H24N4O3/c1-8(2)6-10(12(19)16-7-11(14)18)17-13(20)9-4-3-5-15-9/h8-10,15H,3-7H2,1-2H3,(H2,14,18)(H,16,19)(H,17,20)/t9-,10-/m0/s1
• InChI Key: NOOJLZTTWSNHOX-UWVGGRQHSA-N
• Popularity: 647 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₃H₂₄N₄O₃
• Molecular Weight: 284.35 g/mol
• Exact Mass: 284.18484064 g/mol
• Topological Polar Surface Area (TPSA): 113.00 Ų
• XlogP: -1.40
• Atomic LogP (AlogP): -1.13
• H-Bond Acceptor: 4
• H-Bond Donor: 4
• Rotatable Bonds: 7

Synonyms

• MELANOSTATIN
• MIF-1
• Oxytocin C-terminal tripeptide
• L-Prolyl-L-leucylglycinamide
• MIF-I
• 7-9-Oxytocin
• Melanostatin I (ox)
• (S)-N-((S)-1-((2-Amino-2-oxoethyl)amino)-4-methyl-1-oxopentan-2-yl)pyrrolidine-2-carboxamide
• Pro-Leu-Gly amide
• Prolylleucylglycine amide
• MSH-release inhibiting factor I
• C13H24N4O3
• L-Prolyl-L-leucylglycylamide
• Glycinamide, L-prolyl-L-leucyl-
• L-Proline-L-leucine-glycine-amide
• H-Pro-Leu-Gly-NH2
• CHEMBL317488
• 3KY24B4Q62
• Pro-Leu-Gly-NH2
• (2S)-N-(carbamoylmethyl)-4-methyl-2-{[(2S)-pyrrolidin-2-yl]formamido}pentanamide
• UNII-3KY24B4Q62
• Prolyl-L-leucyl-glycinamide, L-
• EINECS 217-902-7
• L-pro-L-leu-gly-NH2
• MELANOSTATIN MIF-I
• SCHEMBL362530
• MELANOSTATIN MIF-I [MI]
• DTXSID20173841
• CHEBI:168693
• MIF-I, (-)-
• BBL033793
• BDBM50060601
• HB1874
• MFCD00037866
• MFCD08282654
• STL372235
• 2-Pyrrolidinecarboxamide, N-(1-((carbamoylmethyl)carbamoyl)-3-methylbutyl)-
• AKOS015955826
• MSH RELEASE-INHIBITING FACTOR I
• (2S)-N-(carbamoylmethyl)-4-methyl-2-[(2S)-pyrrolidin-2-ylformamido]pentanamide
• (S)-N-((S)-1-(2-amino-2-oxoethylamino)-4-methyl-1-oxopentan-2-yl)pyrrolidine-2-carboxamide
• NS-04720
• PD070730
• HY-107663
• CS-0029128
• A14870
• EN300-302728
• 6-((E)-3-Oxo-3-phenyl-propenyl)-1H-pyrimidine-2,4-dione
• (E)-6-(3-oxo-3-phenylprop-1-enyl)pyrimidine-2,4(1H,3H)-dione
• (S)-Pyrrolidine-2-carboxylic acid [(S)-1-(carbamoylmethyl-carbamoyl)-3-methyl-butyl]-amide
• Pyrrolidine-2-carboxylic acid [1-(carbamoylmethyl-carbamoyl)-3-methyl-butyl]-amide

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9712	97.12%
Caco-2	-	0.7751	77.51%
Blood Brain Barrier	-	0.5000	50.00%
Human oral bioavailability	+	0.6714	67.14%
Subcellular localzation	Lysosomes	0.4588	45.88%
OATP2B1 inhibitior	-	0.8511	85.11%
OATP1B1 inhibitior	+	0.9535	95.35%
OATP1B3 inhibitior	+	0.9503	95.03%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	-	0.9250	92.50%
BSEP inhibitior	-	0.8555	85.55%
P-glycoprotein inhibitior	-	0.8037	80.37%
P-glycoprotein substrate	+	0.7266	72.66%
CYP3A4 substrate	+	0.5394	53.94%
CYP2C9 substrate	-	0.8054	80.54%
CYP2D6 substrate	-	0.7673	76.73%
CYP3A4 inhibition	-	0.9741	97.41%
CYP2C9 inhibition	-	0.9281	92.81%
CYP2C19 inhibition	-	0.8329	83.29%
CYP2D6 inhibition	-	0.9417	94.17%
CYP1A2 inhibition	-	0.9147	91.47%
CYP2C8 inhibition	-	0.9398	93.98%
CYP inhibitory promiscuity	-	0.9825	98.25%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.8800	88.00%
Carcinogenicity (trinary)	Non-required	0.6653	66.53%
Eye corrosion	-	0.9593	95.93%
Eye irritation	-	0.9914	99.14%
Skin irritation	-	0.8000	80.00%
Skin corrosion	-	0.8808	88.08%
Ames mutagenesis	-	0.8000	80.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.6131	61.31%
Micronuclear	-	0.5500	55.00%
Hepatotoxicity	+	0.6000	60.00%
skin sensitisation	-	0.9218	92.18%
Respiratory toxicity	+	0.6667	66.67%
Reproductive toxicity	+	0.7262	72.62%
Mitochondrial toxicity	-	0.5000	50.00%
Nephrotoxicity	-	0.8653	86.53%
Acute Oral Toxicity (c)	III	0.7314	73.14%
Estrogen receptor binding	-	0.4762	47.62%
Androgen receptor binding	-	0.6395	63.95%
Thyroid receptor binding	-	0.5133	51.33%
Glucocorticoid receptor binding	+	0.6450	64.50%
Aromatase binding	-	0.6932	69.32%
PPAR gamma	+	0.5818	58.18%
Honey bee toxicity	-	0.9426	94.26%
Biodegradation	-	0.6750	67.50%
Crustacea aquatic toxicity	-	0.8100	81.00%
Fish aquatic toxicity	-	0.8301	83.01%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL2581	P07339	Cathepsin D	98.79%	98.95%
CHEMBL3137262	O60341	LSD1/CoREST complex	97.45%	97.09%
CHEMBL3837	P07711	Cathepsin L	96.92%	96.61%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	96.87%	96.09%
CHEMBL3830	Q2M2I8	Adaptor-associated kinase	96.23%	83.10%
CHEMBL253	P34972	Cannabinoid CB2 receptor	95.75%	97.25%
CHEMBL3267	P48736	PI3-kinase p110-gamma subunit	95.60%	95.71%
CHEMBL3359	P21462	Formyl peptide receptor 1	95.45%	93.56%
CHEMBL2094135	Q96BI3	Gamma-secretase	95.35%	98.05%
CHEMBL3130	O00329	PI3-kinase p110-delta subunit	94.13%	96.47%
CHEMBL4040	P28482	MAP kinase ERK2	94.08%	83.82%
CHEMBL4979	P13866	Sodium/glucose cotransporter 1	93.73%	98.24%
CHEMBL237	P41145	Kappa opioid receptor	93.42%	98.10%
CHEMBL5103	Q969S8	Histone deacetylase 10	92.19%	90.08%
CHEMBL4227	P25090	Lipoxin A4 receptor	91.63%	100.00%
CHEMBL221	P23219	Cyclooxygenase-1	90.78%	90.17%
CHEMBL3880	P07900	Heat shock protein HSP 90-alpha	90.33%	96.21%
CHEMBL4657	Q6V1X1	Dipeptidyl peptidase VIII	90.26%	97.21%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	89.53%	94.45%
CHEMBL4777	P25929	Neuropeptide Y receptor type 1	88.86%	96.67%
CHEMBL5701	Q9H2K8	Serine/threonine-protein kinase TAO3	88.09%	96.67%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	87.63%	96.95%
CHEMBL5261	Q7L7X3	Serine/threonine-protein kinase TAO1	87.10%	89.33%
CHEMBL1795139	Q8IU80	Transmembrane protease serine 6	86.40%	98.33%
CHEMBL340	P08684	Cytochrome P450 3A4	86.30%	91.19%
CHEMBL3310	Q96DB2	Histone deacetylase 11	86.14%	88.56%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	86.01%	90.71%
CHEMBL1801	P00747	Plasminogen	85.88%	92.44%
CHEMBL3437	Q16853	Amine oxidase, copper containing	85.68%	94.00%
CHEMBL4073	P09237	Matrix metalloproteinase 7	85.66%	97.56%
CHEMBL2514	O95665	Neurotensin receptor 2	85.30%	100.00%
CHEMBL4394	Q9NYA1	Sphingosine kinase 1	85.00%	96.03%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	84.55%	97.14%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	84.20%	91.11%
CHEMBL3392948	Q9NP59	Solute carrier family 40 member 1	84.18%	95.00%
CHEMBL1907600	Q00535	Cyclin-dependent kinase 5/CDK5 activator 1	83.16%	93.03%
CHEMBL5028	O14672	ADAM10	83.06%	97.50%
CHEMBL2693	Q9UIQ6	Cystinyl aminopeptidase	83.01%	97.64%
CHEMBL213	P08588	Beta-1 adrenergic receptor	82.83%	95.56%
CHEMBL268	P43235	Cathepsin K	82.36%	96.85%
CHEMBL4005	P42336	PI3-kinase p110-alpha subunit	82.20%	97.47%
CHEMBL2111367	P27986	PI3-kinase p110-alpha/p85-alpha	82.19%	94.33%
CHEMBL4187	Q99250	Sodium channel protein type II alpha subunit	81.60%	95.50%
CHEMBL4015	P41597	C-C chemokine receptor type 2	81.22%	98.57%
CHEMBL2413	P32246	C-C chemokine receptor type 1	81.10%	89.50%
CHEMBL1907591	P30926	Neuronal acetylcholine receptor; alpha4/beta4	80.78%	100.00%
CHEMBL4461	Q9NTG7	NAD-dependent deacetylase sirtuin 3	80.42%	94.36%
CHEMBL4208	P20618	Proteasome component C5	80.34%	90.00%
CHEMBL259	P32245	Melanocortin receptor 4	80.14%	95.38%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 92910
• LOTUS: LTS0036188
• wikiData: Q6811443